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The lazy girl's guide to winter dressing

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Wednesday, December 14, 2016
 

Not sure about you, but I am high risk for looking frumpy during the winter months. My motivation to take the time to plan out my outfits and inject a little creativity into what I am wearing tends to wane about November.

This winter, in the last few weeks of my challenge to cut out new things, I decided to do a final pare-down of my winter things to the ones that I love the most and keep the focus of my outfits on just a few key items.

If there is one thing I've learned over the past (almost year) of not buying new things, it's that your money should go to high quality basics, bags and shoes: they don't go out of style, and have the power to make even the simplest outfit look fancy. There are several pieces that are on constant repeat in my closet in cold months (like cashmere sweaters and scarves in neutral colors, my trusty coatigans, and leather leggings) that make me feel instantly put together. Adding a little personality with the right shoe or a cool bag (like the fringed number in the picture above) is easy once you've got the right foundation.

Below are my go-to outfit formulas for the days when I have zero desire to try (like today, where I find myself wearing my trusty Transit coatigan for the one millionth time this year...)


# 1 Flats + distressed jeans + basic button down + coatigan + tote + red lipstick

For whatever reason, I have an aversion to boots. They're hard to style with pants, so I tend to brave the cold ankles and keep everything else well-cocooned. This outfit has been repeated many times, and looks even better when you add a cashmere hat and scarf.


#2 Oversize gray sweater + leather leggings + fancy flats + neutral bag

An oversize gray sweater in a substantial, thick wool has been a gap in my wardrobe for years. ThredUp recently offered me a credit to shop their site, and I was so excited to find this Eileen Fisher number! It's the perfect counterpart to my leather leggings, long enough to cover my buns and versatile enough to work with ankle pants or a skirt and tights for work.


#3 Tall boots + loose, sleeved dress + simple bag

I know I just told you I don't like boots, but I like to contradict myself. These equestrian boots are a deep brown suede that my mom bought for me in college and I love them. I wear them exclusively with dresses in the winter, with thick wool socks and no tights so only my knees are at risk for getting cold. I love that they're such a classic style (unlike over-the-knee boots that I categorically hate for reasons I cannot explain). This simple Malene Birger dress is also a gift of ThredUp, one that is truly meant for all seasons and works great for winter with boots. (Also kind of a unicorn find!)

Ok, that's all for now! I'd love to hear about your go-to outfit formulas for the winter in the comments below. Also, thank you so much for all of your continued support of this little blog. I have really appreciated all your comments on this blog, Instagram and via email! To those who have asked for my revised "Things to buy in 2017" list, I promise it is coming soon!

3 comments on "The lazy girl's guide to winter dressing"
  1. Love your outfits! They look so chic and cozy. But are they warm enough for the brutal winter in Chicago?

    I love a cozy sweater with jeans too, and a scarf and coat for extra warmth. We are lucky living in CA, winter here is so mild, I actually wish it would be colder, I love cold weather. And Whenever the news go wild about some rain and 40 degrees weather, I always wonder what people in the midwest think if they see it haha...I like to wear dress or skirt with high boots when it's wet outside, my boots double as rain boots :)

    thank you for sharing as always dear and stay warm :)

    echo

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    1. Hey Echo! Thanks so much for your comments - for some reason, they were getting stuck in moderation so I will fix that. Anyway, as of lately, these outfits are NOT warm enough for Chicago! I'm in North Carolina and they're perfect for winter here that doesn't get colder than the 30s/40s. However, I'd just add big coats, hats and scarves in Chicago and still go with the shoes as long as there wasn't snow and ice on the ground!

      Hope you are able to take some time off for the holidays - what are you doing to celebrate? We are spending some time with my husband's family and enjoying the warmer temperatures!

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  2. Happy holidays Colleen! Hope you have a wonderful time. Do you have any plans? (btw, I left comment for this article, but it might be stuck in somewhere again)
    Big hug,
    echo

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